Italy Tours in Winter
Planning for a trip to Italy during Winter? We offer 180 tour packages to Italy departing in Winter that have 3,300 customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Italy on your Winter holiday.
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Experience authentic Italian living on the "Local Living Italy—Sorrento" trip, a seven-day trekking and hiking adventure based in the enchanting town of Sorrento. Perfect for travelers who yearn to go beyond surface sightseeing, this guided tour immerses you in the rhythms of daily life along the Amalfi Coast.
Your journey begins and ends in Naples, with highlights including coastal walks, an excursion to the fashionable island of Capri, and a guided visit to the archaeological marvel of Pompeii. The experience is elevated by your stay on an organic lemon farm, where a local family hosts you and introduces you to the secrets of limoncello making and the joys of Italian agriturismo.
With all accommodations, transport, and meals taken care of, you’re free to soak up the region’s stunning landscapes and savor its renowned cuisine. The unique selling point of this tour package lies in its deep cultural immersion—offering you the chance to live, eat, and explore like a true local. If you’re searching for a trip that blends trekking, culinary delights, and authentic hospitality, this Sorrento adventure is the perfect way to live your Italian dream.
7 days
Experience the full spectrum of Italian wonders on the 'Wonders of Italy' tour, an 11-day guided city sightseeing adventure starting and ending in Rome. Journey through Lucca, Florence, and Venice, cruise along Cinque Terre’s coastline, and savor a glass of Tuscan Chianti. Perfect for travelers who seek rich experiences at an easy pace, this tour package covers hotels, meals, and all transport. The unique selling point is the hands-on discovery of local crafts, including Venetian glassblowing, which adds depth to the exploration. For anyone longing for an immersive Italian journey, this trip brings the country’s artistry and flavors to life.
11 days
Dreaming of Italy’s classic wonders? The “Rome, Florence & Venice – 8 Days” sightseeing tour is perfectly tailored for experienced travelers and seniors seeking a comfortable yet enriching exploration of central Italy. Over eight days, travel by coach through Rome, Florence, and Venice, uncovering Renaissance architecture, medieval towns, and vibrant city life.
Enjoy guided walks through Rome, skip the line to marvel at St Peter’s Basilica and the Sistine Chapel, and lose yourself in Florence’s artistic treasures. Visit Siena’s medieval streets, savor Montepulciano’s Tuscan charm, and take in Bologna’s lively ambiance. In Venice, wander romantic canals and discover hidden gems with an expert guide.
This trip’s unique selling point is its comprehensive itinerary: it covers all the must-see sights and hidden corners, with expert commentary, included accommodations, and seamless transport—making it the ideal tour package for those who want to experience Italy’s highlights in comfort and style.
8 days
Italy’s timeless charm awaits on the "Italy Experience" tour, a 10-day city sightseeing trip spanning Venice to Rome. Perfect for those seeking a relaxed yet enriching exploration, this small-group adventure leads you through the canals of Venice, the dramatic cliffs of Cinque Terre, and the artistry of Florence. Enjoy hands-on moments like a cicchetti crawl and a pesto-making class, then wander Pisa’s Leaning Tower and the rolling hills of Umbria. Indulge in regional wines and cuisine before your grand finale in Rome. This tour package’s unique selling point is its perfect balance of cultural treasures and culinary delights—an Italian odyssey designed for indulgence and discovery.
10 days
Discover some of Italy’s essentials during this six-day cultural trip. Visit the Eternal City of Rome, the National and the Vatican Museums. Explore Florence’s unique artistic and cultural centre. Discover the small medieval town of San Gimignano and stop by a typical Tuscan winery where you will visit the cellars and vineyards. Marvel at Siena’s gorgeous architecture and beautiful Main Square.
6 days
Rome, Florence, Venice—names that conjure centuries of art, culture, and history. The Jewels of Italy tour is a 7-day guided adventure that encapsulates the essence of Italy’s most enchanting cities, designed with both seniors and experienced travelers in mind. Explore the Leaning Tower of Pisa, marvel at Florence’s Duomo, and glide through Venice’s Grand Canal. With comfortable accommodation, included meals, and expert guides, this easy-paced trip ensures you enjoy every landmark without the rush. The USP: a thoughtfully curated tour package that delivers Italy’s timeless magic in just one unforgettable week, perfect for families and culture lovers alike.
7 days
Italy’s treasures await on the "Italian Discovery"—an 11-day journey that sweeps you through Rome, Florence, Sorrento, and beyond. Perfect for families, seniors, and young adults alike, this group tour showcases Renaissance splendors, Roman ruins, and the sun-drenched Amalfi Coast. Guided walks (2–3 miles a day) reveal the essence of each destination, from Florence’s art-filled streets to Sorrento’s seaside charm. Practical details—like euro tips and luggage limits—are handled, and the itinerary blends Northern and Southern Italy for a comprehensive experience. The unique selling point is its family-friendly structure, offering flexibility, expert guidance, and the chance to see Italy’s icons in comfort and style.
11 days
Unlock Italy’s most iconic sights and hidden secrets on the 7-day 'Italian Holiday' tour. Starting and ending in Rome, this city sightseeing adventure includes fast-track Vatican access, dining among Tuscan vineyards, and glassblowing demonstrations in Venice. Designed for travelers who appreciate both efficiency and depth, the tour package features comfortable hotels, meals, and seamless transport. What makes this trip stand out is the opportunity to enjoy Italy’s must-sees while indulging in authentic regional experiences. For those eager to savor Italy in a short, vibrant getaway, this tour delivers the perfect blend.
7 days
Immerse yourself in the timeless allure of Italy with the "Best of Italy" tour, a 13-day journey beginning and ending in Rome. Designed for those eager to experience Italy’s cultural and culinary riches, this group sightseeing trip covers everything from ancient Roman wonders to the Renaissance beauty of Florence. Stroll the historic streets of Assisi, bask in the luxury of Capri’s island life, and enjoy a private guided exploration of Pompeii—a city forever frozen in volcanic time. With accommodation, transport, and meals handled for you, this tour package allows for effortless discovery and indulgence. Its standout feature? Exclusive guided access to world-famous sites and hidden gems, ensuring a truly comprehensive Italian adventure for discerning travelers.
13 days
Malta’s allure beckons you on the Explore Malta 5 Days, Self-drive tour, designed with seniors in mind for a relaxed, worry-free holiday. Begin and end your trip in Sliema, where charming streets and coastal beauty set the scene for leisurely exploration.
Stroll through the historic heart of La Valletta, Malta’s capital—celebrated for its rich architecture and vibrant culture. Marvel at the awe-inspiring Mosta Basilica, one of Europe’s largest, and enjoy the freedom a self-drive tour provides, ensuring each day moves at your own pace.
The standout feature of this tour package is its blend of guided comfort and independence, making it a perfect choice for travelers who appreciate both structure and flexibility while enjoying Malta’s cultural treasures.
5 days
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The Amalfi Coast’s dramatic cliffs and pastel villages are yours to discover on the “Walking the Amalfi Coast” tour, an eight-day trekking adventure starting and ending in Bomerano. Designed for experienced travelers, this moderate-level trip features expertly guided walks through storied towns like Positano, Ravello, and Amalfi itself.
Follow ancient paths across hillsides, explore the haunting remains of Pompeii, and ascend Mount Vesuvius for sweeping views over the Bay of Naples. The highlight is the legendary Path of the Gods, hailed as one of the world’s greatest coastal walks. Enjoy the warm hospitality of a family-run hotel in the quiet village of Bomerano, away from crowded tourist spots.
All accommodations, meals, and transport are included, ensuring a relaxed and immersive experience. The main activity is trekking, supported by decades of local expertise. A special feature of the tour is the combination of iconic walks and authentic Italian hospitality, making it a standout for lovers of both nature and culture.
For a trip that blends Italy’s best scenery, history, and cuisine, this Amalfi Coast adventure is hard to beat.
Winter Departures
21 Feb, 28 Feb
Tour Type
Group Tour
8 days
Rome, Venice, and Florence headline the 'Classical Italy' trip—a 5-day sightseeing tour ideally suited for seniors seeking a taste of Italy’s best cities. With all logistics, hotels, and meals included, this group trip allows you to relax and enjoy the highlights stress-free. The real draw is the concise itinerary—offering maximum cultural impact in a short, easy-paced journey designed to delight mature travelers.
Winter Departures
22 Feb, 1 Mar
Tour Type
Group Tour
5 days
Let the Amalfi Coast cast its spell on you during this 8-day food-focused tour, designed especially for seniors seeking both relaxation and cultural immersion. Departing from Naples and ending in Bomerano, this trip weaves through the glamorous island of Capri, the romantic streets of Ravello, and the legendary ruins of Pompeii and Herculaneum.
Based in the peaceful village of Agerola at a family-run hotel, you’ll enjoy a slower pace, savoring fresh Italian cuisine and admiring stunning coastal panoramas from iconic trails like the Path of the Gods. Explore chic Capri by boat, meander through fragrant lemon groves, and delve into the region’s storied past with guided visits to ancient archaeological wonders.
What distinguishes this tour package is its thoughtful blend of culinary delights, scenic walks, and cultural exploration—all tailored to provide comfort and meaningful connection. For those wishing to live la dolce vita while discovering one of Europe’s most dramatic shorelines, the Amalfi Coast awaits.
Winter Departures
26 Dec, 3 Oct
Tour Type
Group Tour
8 days
From the sun-drenched hills of Tuscany to the glamour of Capri, 'Italy Bellissimo' is an 11-day city sightseeing tour that captures the spirit of Italy. Starting and ending in Rome, this easy-paced trip takes you through Venice, Montecatini, and more, with highlights including olive oil tasting in an authentic Italian Borgo and evenings spent with new friends. Tailored for those who love culture and conviviality, the tour package covers accommodation, meals, and all transport. Its unique selling point is the seamless blend of classic Italian sights and genuine local experiences, making it an irresistible choice for anyone enchanted by Italy’s charm.
Winter Departures
6 Dec
Tour Type
Group Tour
10 days
Craving a winter escape that combines activity with luxury? The 'Snowshoeing in the Dolomites - Premium Adventure' tour is your invitation to explore Italy’s Alta Pusteria valley on foot. Over 8 days, you’ll traverse snowy forest trails, historic military tracks, and the shores of Lago di Braies, venturing deep into Fanes-Sennes Natural Park and beneath the dramatic Tre Cime di Lavaredo. With a moderate physical activity rating, this tour is well-suited for experienced travelers seeking both challenge and comfort. Each evening, unwind at the four-star Hotel Adler in Villabassa, where Michelin-approved cuisine and a wellness center await. Discover hidden viewpoints, learn about the region’s wartime history, and savor the blend of invigorating adventure with high-end relaxation—a rare combination that sets this trip apart from standard winter tours.
Winter Departures
16 Jan, 23 Jan
Tour Type
Group Tour
8 days
Set off from Rome on the 'Italy and Switzerland' tour, a 9-day sightseeing journey through Italy’s capital and beyond. With hotels, transportation, and meals all included, this guided group trip lets you discover the best of Italy in a relaxed, senior-friendly manner. The highlight of this tour is its cross-border perspective—offering a taste of Swiss culture alongside Italian classics, all without the challenges of a demanding itinerary. It’s an easy, enriching escape for those eager to broaden their horizons.
Winter Departures
22 Feb, 26 Apr
Tour Type
Group Tour
9 days
Italy’s treasures await on the "Italian Discovery"—an 11-day journey that sweeps you through Rome, Florence, Sorrento, and beyond. Perfect for families, seniors, and young adults alike, this group tour showcases Renaissance splendors, Roman ruins, and the sun-drenched Amalfi Coast. Guided walks (2–3 miles a day) reveal the essence of each destination, from Florence’s art-filled streets to Sorrento’s seaside charm. Practical details—like euro tips and luggage limits—are handled, and the itinerary blends Northern and Southern Italy for a comprehensive experience. The unique selling point is its family-friendly structure, offering flexibility, expert guidance, and the chance to see Italy’s icons in comfort and style.
Winter Departures
27 Dec, 22 Nov
Tour Type
Group Tour
11 days
Experience the best of Italy and Switzerland on this eight-day city sightseeing tour, beginning and ending in Rome. The 'Italy and Switzerland ROT' package is designed for seniors seeking an easy-paced, immersive journey through two iconic European destinations.
Explore Rome’s ancient wonders before heading north to Switzerland’s pristine landscapes, with all accommodations, meals, and transport taken care of. Guided tours provide rich insights into the history and culture of each region, while comfortable hotels ensure restful nights after days of discovery.
The unique selling point? The effortless transition between Italy’s artistic treasures and Switzerland’s natural beauty, making this an ideal trip for those who value both culture and comfort.
Winter Departures
22 Feb, 8 Mar
Tour Type
Group Tour
8 days
The rolling hills and timeless charm of Tuscany await on the "Spotlight on Tuscany" tour, a 9-day art and architecture adventure through Italy’s most cherished region. Starting and ending in Montecatini Terme, this moderate-activity trip is crafted for those who revel in culture, history, and authentic flavors.
Enjoy a 7-night stay in the renowned spa town of Montecatini Terme, your base for exploring Pisa, Florence, San Gimignano, and Lucca—Italy’s best-kept secret. Learn the region’s history at WWII’s Gothic Line and the Museum of Liberation. Delight in hands-on experiences, from a Tuscan cooking class to cheese tastings at a local farm. Savor world-class wines and the region’s celebrated cuisine, and enjoy free time to wander Florence’s artistic treasures.
With accommodations, transport, and meals included, the unique selling point is the blend of immersive culinary and cultural activities, ensuring each traveler connects deeply with the heart of Tuscany in a single, thoughtfully curated tour package.
Winter Departures
2 Dec, 27 Jan
Tour Type
Group Tour
9 days
Discover some of Italy’s essentials during this six-day cultural trip. Visit the Eternal City of Rome, the National and the Vatican Museums. Explore Florence’s unique artistic and cultural centre. Discover the small medieval town of San Gimignano and stop by a typical Tuscan winery where you will visit the cellars and vineyards. Marvel at Siena’s gorgeous architecture and beautiful Main Square.
Winter Departures
1 Dec, 2 Dec
Tour Type
Group Tour
6 days
See all Italy Winter Tours
Top Italy Tour Activities for Winter
From art architecture tours to cultural, religious historic sites and others, here are some popular tour activities in Italy with departures in Winter.
Italy Winter Tours for all Age Groups
Italy tours in Winter designed for all ages—families, young adventurers, seniors, and everyone in between.
Reviews of our Italy Tours for Winter
Feedback from guests who toured Italy during Winter.
Tanya S. | Traveled in January
Well organised. Good mix of free time & organised time. When 1 boat trip was cancelled due to the operator not working on a public holiday another 1 was organised at another site the next day so we didnt lose out. Tour guide very attentive to our needs and interests. Excellent bus drivers.
Ethan R. | Traveled in January
A wonderful trip was had 😌 and deserve a raise! They are a great team. Thoughtful, caring, and kind. ☺️🙏 Keep up the good work guys. kept our coach in tip top shape and clean. And was so thoughtful. I am a vegetarian and she always checked in to make sure I got my meals taken care of. Thank you guys!
Anonymous | Traveled in January
The overall itinerary was great. We enjoyed ourselves. Just that we felt certain routes we travelled too long in the bus and we felt very tired, particularly the route from Varesse to Florence. We spent almost the entire day travelling in the bus.
Rushad I. | Traveled in January
Excellent itinerary. Covered all the important places and attractions to see. Brilliant choice of Hotels and restaurants. Just a bit off route to Southern Italy to Sorrento before heading to the northern part. Overall amazing trip.
Roy P. | Traveled in January
The itinerary was good. I think to make it better I would stay at some of the locations 3 days. The local guides are great! So much to learn from them. They really have an insight into the locations that we visited.
Nancy T. | Traveled in January
For anyone wanting to experience Italy, including learning about its history, then this is the tour for you. From visiting Rome, Venice, Tuscany, Verona, Florence, and more, to visiting vineyards and walking the streets of various piazzas, this tour gives you the most comprehensive Italian experience.
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